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α-D-Glucosamine 1-phosphate

CAT: 0804-HY-154871Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-154871Size:5 mg
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Description
α-D-Glucosamine 1-phosphate is an E.coli metabolite. α-D-Glucosamine 1-phosphate is one of the precursors of peptidoglycan synthesis[1][2].
CAS Number
2152-75-2
UNSPSC
12352005
Target
Endogenous Metabolite
Type
Reference compound
Related Pathways
Metabolic Enzyme/Protease
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/α-d-glucosamine-1-phosphate.html
Solubility
10 mM in DMSO
Smiles
O=[P](O)(O)O[C@H]([C@@H]([C@H]1O)N)O[C@@H]([C@H]1O)CO
Molecular Formula
C6H14NO8P
Molecular Weight
259.15
References & Citations
[1]Mengin-Lecreulx D, et al. Characterization of the essential gene glmM encoding phosphoglucosamine mutase in Escherichia coli. J Biol Chem. 1996 Jan 5;271 (1) :32-9.|[2]Craggs PD, et al. The Mechanism of Acetyl Transfer Catalyzed by Mycobacterium tuberculosis GlmU. Biochemistry. 2018 Jun 19;57 (24) :3387-3401.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

alpha-D-Glucosamine 1-phosphate

Alpha-D-glucosamine 1-phosphate is a glucosamine phosphate. It has a role as an Escherichia coli metabolite. It is functionally related to an alpha-D-glucosamine. It is a conjugate acid of an alpha-D-glucosamine 1-phosphate(1-).

CAS Number2152-75-2
PubChem CID188960
IUPAC Name[(2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] dihydrogen phosphate
Molecular FormulaC6H14NO8P
Molecular Weight259.15
XLogP-6.2
Topological Polar Surface Area163
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count9
Rotatable Bond Count3
Heavy Atom Count16
Formal Charge0
Complexity282
SMILES
C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OP(=O)(O)O)N)O)O)O
InChI
InChI=1S/C6H14NO8P/c7-3-5(10)4(9)2(1-8)14-6(3)15-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4-,5-,6-/m1/s1
InChIKey
YMJBYRVFGYXULK-QZABAPFNSA-N
Chemical Structure
2D Structure
2D structure of alpha-D-Glucosamine 1-phosphate
CAS: 2152-75-2
CID: 188960
Formula: C6H14NO8P
MW: 259.15
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight259.15
XLogP3-6.2
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count9
Rotatable Bond Count3
Exact Mass259.04570340
Monoisotopic Mass259.04570340
Topological Polar Surface Area163 Ų
Heavy Atom Count16
Formal Charge0
Complexity282
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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